Windows by default limits the path length to 260 characters.
This became a problem for me when I shared a folder from VirtualBox containing a node_modules folder.
Nested dependencies can create some long paths (a well known problem) and we weren't willing to use any workarounds in the code since using Vagrant should already abstract the developers OS away.
I found a solution in issue#1953 at the Vagrant repository.

This is a guide to getting Overtone working in a virtual machine using Ubuntu 14.10 as the guest. The host system I am using is Windows 8.1, but the guide should hopefully work for other host systems as well. I tried VMware Player first but had problems getting JACK audio working. This lead me to use VirtualBox instead.